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Preparation method of condensed heterocyclic compound

A technology of compounds and fused heterocycles, which is applied in the field of preparation of fused heterocycles, can solve the problems of restricting the widespread use of existing methods, complex separation and purification, and cumbersome steps

Active Publication Date: 2020-04-14
SOUTH CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in the existing synthetic methods, the steps are cumbersome, many reagents are used, the separation and purification are complicated, and expensive or toxic metal catalysts are required, which further limits the widespread use of the existing methods

Method used

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  • Preparation method of condensed heterocyclic compound
  • Preparation method of condensed heterocyclic compound
  • Preparation method of condensed heterocyclic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1: raw material A

[0048] In a 50 ml reaction flask, add 0.25 mmol 5-amino-1-(2-bromo-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazole-3-carbonitrile, 0.275 mmol butane Dimethyl olefinic acid was reacted under the conditions in Table 1. After the reaction was completed, cool to room temperature, add aqueous solution and extract three times with ethyl acetate, dry over anhydrous magnesium sulfate, filter and rotary evaporate to remove the solvent, pass through the column layer Analysis, separation and purification to obtain the product, the column chromatography eluent used is petroleum ether: ethyl acetate mixed solvent with a volume ratio of 10:1-5:1.

[0049] Table 1

[0050] serial number Alkali additive solvent Reaction temperature (°C) Yield(%) Condition 1 K 2 CO 3

MeCN 80 82 Condition 2 K 2 CO 3

MeOH 80 68 Condition 3 K 2 CO 3

DMF 80 65 Condition 4 K 2 CO 3

...

Embodiment 2

[0070] Embodiment 2: insecticidal activity embodiment

[0071] (1) Insecticidal activity against 2nd instar larvae of diamondback moth

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Abstract

The invention discloses a preparation method of a fused heterocyclic compound. The preparation method comprises taking 5-amino-1H-phenyl pyrazole substrate as a raw material A to react with a raw material B in alkali additives and solvent to obtain the fused heterocyclic compound, wherein the raw material A is shown as follows, and the raw material B is shown as follows. The preparation method ofthe fused heterocyclic compound has the advantages of simple processes, easy agent acquisition, high yield and the like and is applicable to large-scale production of fused heterocyclic compounds.

Description

technical field [0001] The invention belongs to the field of synthesis of heterocyclic compounds, in particular to a preparation method of condensed heterocyclic compounds. Background technique [0002] The inventors found that the fused heterocyclic compounds listed in CN201711069917.7 and CN201810219338.4 have high killing activity against agricultural and forestry pests and sanitary pests. However, in the existing synthetic methods, the steps are cumbersome, many reagents are used, the separation and purification are complicated, and expensive or toxic metal catalysts need to be used, which further limits the wide application of the existing methods. Therefore, it is necessary to develop a more convenient preparation method. After reviewing the literature, it was found that transition metal-catalyzed carbon-hydrogen bond activation has been extensively studied in the past ten years. Among them, the carbon-hydrogen bond activation reaction of amine-containing compounds, f...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/04A01P7/04
Inventor 徐汉虹江薰垣杨帅邓成菊张志祥林菲
Owner SOUTH CHINA AGRI UNIV
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